1-Nitrocyclohexene

Base Information

• Chemical Name: 1-Nitrocyclohexene
• CAS No.: 2562-37-0
• Molecular Formula: C6H9 N O2
• Molecular Weight: 127.143
• Hs Code.: 2904209090
• European Community (EC) Number: 219-883-0
• UNII: H6PSH8C6BM
• DSSTox Substance ID: DTXSID40180294
• Nikkaji Number: J192.062F,J3.558.640G
• Wikidata: Q27144116
• Metabolomics Workbench ID: 66642
• Mol file: 2562-37-0.mol

Synonyms:1-Nitrocyclohexene;1-Nitro-1-cyclohexene;2562-37-0;1-Nitrocyclohex-1-ene;Cyclohexene, 1-nitro-;1-nitro-cyclohexene;H6PSH8C6BM;EINECS 219-883-0;(E)-1-Nitrocyclohexene;UNII-H6PSH8C6BM;SCHEMBL458470;1-Nitro-1-cyclohexene, 99%;CHEBI:73802;DTXSID40180294;BCP29176;AKOS015912668;AS-57236;CS-0204678;EN300-93754;J3.558.640G;F77997;Nitrocyclohexene, 1-;(1-Nitrocyclohex-1-ene);J-016070;Q27144116;NYH

Chemical Property of 1-Nitrocyclohexene

Chemical Property:

• Vapor Pressure: 0.0851mmHg at 25°C
• Refractive Index: n20/D 1.505(lit.)
• Boiling Point: 66-68 °C/1.5 mmHg(lit.)
• Flash Point: 79 °C
• PSA: 45.82000
• Density: 1.127 g/mL at 25 °C(lit.)
• LogP: 2.24420
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 127.063328530
• Heavy Atom Count: 9
• Complexity: 146

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Nitro-1-cyclohexene 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(=CC1)[N+](=O)[O-]
• Uses: 1-Nitro-1-cyclohexene was used in the preparation of substituted anilines via chemoselective hydrogenation catalyzed by supported gold nanoparticles (Au/TiO2 and Au/Fe2O3).

Technology Process of 1-Nitrocyclohexene

There total 44 articles about 1-Nitrocyclohexene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

cyclohexene (110-83-8) → 1-nitrocyclohexene (2562-37-0)

Guidance literature:

With ammonium cerium(IV) nitrate; acetic acid; sodium nitrite; In chloroform; at 25 - 73 ℃; for 4h; Irradiation;

DOI:10.1039/c39940001425

Reference yield: 93.0%

((1S,2R)-2-Nitro-cyclohexylselanyl)-benzene (83548-12-3) → 1-nitrocyclohexene (2562-37-0)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; Ambient temperature;

DOI:10.1246/cl.1982.1109

Reference yield: 82.0%

1-nitrocyclohexa-1,3-diene (76356-92-8) → 1-nitrocyclohexene (2562-37-0)

Guidance literature:

With <(Bu^t2PH)PdPBu^t2>2 pretreated with O2; hydrogen; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/00404-0399(50)11207-

upstream raw materials:

1,2-dinitrocyclohexane

trans-1,2-dinitrocyclohexane

bis-(2-nitro-cyclohexyl)-diazene-N,N'-dioxide

cyclohexene

Downstream raw materials:

1-(2-nitro-cyclohexyl)-semicarbazide

cyclohex-1-enecarbonitrile

3-Nitrocyclohexen-2-on-oxim

3-bromo-1-nitrocyclohex-1-ene

Refernces

• 1、 Golan, Elizabeth,Rozen, Shlomo. "A Fast, High-Yield Preparation of Vicinal Dinitro Compounds Using HOF·CH3CN". . p. 9170 - 9172. Retrieved 2003.
• 2、 Patil, Govindagouda S.,Nagendrappa, Gopalpur. "Nitration of cyclic vinylsilanes with acetyl nitrate: Effect of silyl moiety and ring size". . p. 1079 - 1080. Retrieved 1999.
• 3、 Kunai, Atsutaka,Yanagi, Yasuo,Sasaki, Kazuo. "A CONVENIENT PREPARATION OF CONJUGATED NITRO OLEFINS BY ELECTROCHEMICAL METHOD". . p. 4443 - 4444. Retrieved 1983.
• 4、 Li, Na,Mao, Liqiu,Peng, Haoyu,Peng, Ling,Yin, Dulin,You, Kuiyi,Zhong, Wenzhou. "Facile access to nitroalkanes: Nitration of alkanes by selective C[sbnd]H nitration using metal nitrate, catalyzed by in-situ generated metal oxide". . . Retrieved 2020/05/13.
• 5、 Jana, Sourav,Chakraborty, Amrita,Shirinian, Valerii Z.,Hajra, Alakananda. "Synthesis of Benzo[4,5]imidazo[2,1-b]thiazole by Copper(II)-Catalyzed Thioamination of Nitroalkene with 1H-Benzo[d]imidazole-2-thiol". supporting information. p. 2402 - 2408. Retrieved 2018/05/08.